#1
Lincoln Park Zoo, Lincoln Park, Lakeview & WrigleyvilleJrbarc! · CC BY-SA 4.0 · Wikimedia CommonsSep 25, 2026–Oct 18, 2026Free
Fall Fest at Lincoln Park Zoo
Fall Fest at Lincoln Park Zoo is listed for Chicago this weekend.
FreeLimited Run
Outdoors in Chicago the Weekend of Oct 16–18, 2026
Hand-picked every week — checked against organizers’ own pages.
Stumblday's hand-checked ranking of the best outdoors in Chicago the weekend of Oct 16–18, 2026: 13 picks, refreshed weekly.
13 picks · checked Sep 28
13 picks
The 10 picks
Lincoln Park Zoo, Lincoln Park, Lakeview & WrigleyvilleJrbarc! · CC BY-SA 4.0 · Wikimedia Commons#1Sep 25, 2026–Oct 18, 2026 · Limited Run
Lincoln Park Zoo, Lincoln Park, Lakeview & WrigleyvilleJrbarc! · CC BY-SA 4.0 · Wikimedia CommonsFall Fest at Lincoln Park Zoo
Fall Fest at Lincoln Park Zoo is listed for Chicago this weekend.
Add to calendar#2
The Yard at Chicago Shakespeare Theater, Navy Pier, Downtown, the Loop & West LoopSeptember 11–October 18, 2026; selected performances
Play On! — Chicago Shakespeare Theater
A new play runs select dates at Chicago Shakespeare's Navy Pier stage.
Limited Run
#2September 11–October 18, 2026; selected performances · Limited Run
The Yard at Chicago Shakespeare Theater, Navy Pier, Downtown, the Loop & West LoopPlay On! — Chicago Shakespeare Theater
A new play runs select dates at Chicago Shakespeare's Navy Pier stage.
Add to calendar#3
Antepli Mediterranean Grill, Albany Park, Andersonville, Uptown & Lincoln SquareNick Number · CC BY 4.0 · Wikimedia CommonsOpen this weekend — recently opened
Antepli Mediterranean Grill
Antepli Mediterranean Grill is listed for Chicago this weekend.
Limited Run
#3Open this weekend — recently opened · Limited Run
Antepli Mediterranean Grill, Albany Park, Andersonville, Uptown & Lincoln SquareNick Number · CC BY 4.0 · Wikimedia CommonsAntepli Mediterranean Grill
Antepli Mediterranean Grill is listed for Chicago this weekend.
Add to calendar#4
DuSable Black History Museum and Education Center, Washington Park, Hyde Park, Bronzeville & the South SideSaturday, October 17, 2026 at 4 p.m.Tickets from $30.28 including…
Afro Fashion Experience
Afro Fashion Experience is listed for Chicago this weekend.
One Day Only
#4Saturday, October 17, 2026 at 4 p.m. · One Day Only
DuSable Black History Museum and Education Center, Washington Park, Hyde Park, Bronzeville & the South Side#5
Lincoln ParkKenneth C. Zirkel · CC BY-SA 4.0 · Wikimedia CommonsSaturday, October 17, 2026Free
Spooky Zoo at Lincoln Park Zoo
Lincoln Park Zoo's free Halloween day: trick-or-treating around the zoo, a scavenger hunt and free carousel rides.
FreeOne Day Only
#5Saturday, October 17, 2026 · One Day Only
Lincoln ParkKenneth C. Zirkel · CC BY-SA 4.0 · Wikimedia CommonsSpooky Zoo at Lincoln Park Zoo
Lincoln Park Zoo's free Halloween day: trick-or-treating around the zoo, a scavenger hunt and free carousel rides.
Add to calendar#6
Smart Museum of Art, Hyde ParkAdam Jones, Ph.D. · CC BY-SA 3.0 · Wikimedia CommonsSeptember 22, 2026 – February 21, 2027; Tuesday–Sunday 10 a.m.–4:30 p.m.Free
teamLab: Everything Exists in Infinite Continuity
The Tokyo art collective teamLab's immersive show at the Smart Museum, with free admission.
FreeArt
#6September 22, 2026 – February 21, 2027; Tuesday–Sunday 10 a.m.–4:30 p.m. · Limited Run
Smart Museum of Art, Hyde ParkAdam Jones, Ph.D. · CC BY-SA 3.0 · Wikimedia CommonsteamLab: Everything Exists in Infinite Continuity
The Tokyo art collective teamLab's immersive show at the Smart Museum, with free admission.
Add to calendar#7
Wrightwood 659, Lincoln ParkSeptember 25–December 19, 2026; open Fridays and Saturdays with timed-entry tickets$20 general admission
Inner Worlds: Visions from the Hirshhorn Collection
Kusama joins Bauermeister and de Saint Phalle in a Hirshhorn Collection exhibition.
ArtLimited Run
#7September 25–December 19, 2026; open Fridays and Saturdays with timed-entry tickets · Limited Run
Wrightwood 659, Lincoln ParkInner Worlds: Visions from the Hirshhorn Collection
Kusama joins Bauermeister and de Saint Phalle in a Hirshhorn Collection exhibition.
Add to calendar#8
Taan, Humboldt Park, Pilsen, West Town & the West Side#8Open this weekend — recently opened · Limited Run
Taan, Humboldt Park, Pilsen, West Town & the West Side#9
Garfield Park Conservatory, East Garfield Park, Pilsen, West Town & the West SideSeptember 23 – November 15, 2026; Wednesday 10 a.m.–8 p.m., Thursday–Sunday 10 a.m.–5 p.m., closed Monday and TuesdayFree for Chicago residents wi…
The Oracle of Evergreen: A Black Plant IT Exhibition 2026
The Oracle of Evergreen: A Black Plant IT Exhibition 2026 is listed for Chicago this weekend.
ArtLimited Run
#9September 23 – November 15, 2026; Wednesday 10 a.m.–8 p.m., Thursday–Sunday 10 a.m.–5 p.m., closed Monday and Tuesday · Limited Run
Garfield Park Conservatory, East Garfield Park, Pilsen, West Town & the West SideThe Oracle of Evergreen: A Black Plant IT Exhibition 2026
The Oracle of Evergreen: A Black Plant IT Exhibition 2026 is listed for Chicago this weekend.
Add to calendar#10
Garfield Park Conservatory, East Garfield Park, Pilsen, West Town & the West SideSeptember 5 – November 29, 2026; Wednesday 10 a.m.–8 p.m., Thursday–Sunday 10 a.m.–5 p.m., closed Monday and TuesdayFree for Chicago residents wi…
Soul of the Stone
Soul of the Stone is listed for Chicago this weekend.
ArtLimited Run
#10September 5 – November 29, 2026; Wednesday 10 a.m.–8 p.m., Thursday–Sunday 10 a.m.–5 p.m., closed Monday and Tuesday · Limited Run
Garfield Park Conservatory, East Garfield Park, Pilsen, West Town & the West SideMore picks for Oct 16–18, 2026
#11
Park Hyatt Chicago- Nomi ResturantFriday · Oct 16, 2026–Oct 17, 2026$540.00
Heritage Series: Japanese Artistry
Heritage Series: Japanese Artistry is listed for Chicago this weekend.
ArtOne Weekend Only
#11Friday · Oct 16, 2026–Oct 17, 2026 · One Weekend Only
Park Hyatt Chicago- Nomi ResturantHeritage Series: Japanese Artistry
Heritage Series: Japanese Artistry is listed for Chicago this weekend.
Add to calendar#12
Jackson Junge GalleryOct 2, 2026–Oct 16, 2026Free
Wicker Park Bucktown’s “First Fridays” Art Walk
Wicker Park Bucktown’s “First Fridays” Art Walk is listed for Chicago this weekend.
FreeLimited Run
#12Oct 2, 2026–Oct 16, 2026 · Limited Run
Jackson Junge GalleryWicker Park Bucktown’s “First Fridays” Art Walk
Wicker Park Bucktown’s “First Fridays” Art Walk is listed for Chicago this weekend.
Add to calendar#13
Wicker ParkSep 20, 2026–Oct 18, 2026
Wicker Park Farmers Market
Wicker Park Farmers Market is listed for Chicago this weekend.
Limited Run
#13Sep 20, 2026–Oct 18, 2026 · Limited Run
Wicker ParkWicker Park Farmers Market
Wicker Park Farmers Market is listed for Chicago this weekend.
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